IL159852A0 - Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivatives - Google Patents
Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivativesInfo
- Publication number
- IL159852A0 IL159852A0 IL15985202A IL15985202A IL159852A0 IL 159852 A0 IL159852 A0 IL 159852A0 IL 15985202 A IL15985202 A IL 15985202A IL 15985202 A IL15985202 A IL 15985202A IL 159852 A0 IL159852 A0 IL 159852A0
- Authority
- IL
- Israel
- Prior art keywords
- alkyl
- cycloalkyl
- acetic acid
- acid derivatives
- alkenyl
- Prior art date
Links
- -1 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid Chemical class 0.000 title abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 10
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000000304 alkynyl group Chemical group 0.000 abstract 3
- UYBPMPGSEWRTLG-UHFFFAOYSA-N 2-(2,5-dioxoimidazolidin-1-yl)acetic acid Chemical class OC(=O)CN1C(=O)CNC1=O UYBPMPGSEWRTLG-UHFFFAOYSA-N 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 2
- 108090000371 Esterases Proteins 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000007071 enzymatic hydrolysis Effects 0.000 abstract 2
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 238000000926 separation method Methods 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000006217 methyl sulfide group Chemical group [H]C([H])([H])S* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Production of optically active 2-(2,5-dioxo-1-imidazolidinyl)acetic acid derivatives (I), comprises: (1) enzymatic hydrolysis of a mixture of enantiomers with an esterase: and (2) separation of the converted and unconverted compounds from each other. Production of optically active 2-(2,5-dioxo-1-imidazolidinyl)acetic acid derivatives of formula (I), comprises: (1) enzymatic hydrolysis of a mixture of enantiomers of formula (I;R3=R3') with an esterase: and (2) separation of the converted and unconverted compounds from each other. R<1> = H, F, or 1-4C alkyl, 2-4C alkenyl, 2-4C alkynyl or 3-4C cycloalkyl (optionally substituted by 1-3 of F, Cl, Br and Me); R<1>+R<1> = (CH2)4 or (CH2)5; R<2> = F, Cl, Br, NO2, CN, OH, OMe, acetylamino, t-butoxycarbonylamino, benzyloxycarbonylamino, SMe, t-butylthio, 1-10C alkyl, aryl, aryl(1-10C)alkyl, heteroaryl, heteroaryl(1-10C)alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-7C cycloalkyl or (3-7C)cycloalkyl(1-10C)alkyl optionally substituted with 1-3 of halo, CF3, Me, NO2, CN, acetylamino, 9-fluorenylmethoxycarbonyl, t-butoxycarbonylamino, benzyloxycarbonylamino, SH, SMe, t-butylthio, OH, OMe, OEt or COOR<4>; R<3> = H or R3'; R3' = 1-10C alkyl, aryl(1-10C)alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-7C cycloalkyl or (3-7C)cycloalkyl(1-10C)alkyl optionally substituted with 1-3 of halo, CF3, Me, NO2, CN, acetylamino, t-butoxycarbonylamino, benzyloxycarbonylamino, SH, SMe, t-butylthio, OH, OMe, OEt and COOR<5>; and R<4>, R<5> = H, 1-4C alkyl, 2-4C alkenyl or aryl(1-10C)alkyl.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10134366A DE10134366A1 (en) | 2001-07-14 | 2001-07-14 | Production of optically active 2-(2,5-dioxo-1-imidazolidinyl)acetic acid derivatives, useful as pharmaceutical intermediates, comprises stereoselective enzymatic hydrolysis of a mixture of enantiomers with an esterase |
| PCT/EP2002/007560 WO2003008386A2 (en) | 2001-07-14 | 2002-07-06 | Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL159852A0 true IL159852A0 (en) | 2004-06-20 |
Family
ID=7691849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL15985202A IL159852A0 (en) | 2001-07-14 | 2002-07-06 | Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivatives |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6908752B2 (en) |
| EP (1) | EP1506177B1 (en) |
| JP (1) | JP4181496B2 (en) |
| AT (1) | ATE384051T1 (en) |
| CA (1) | CA2453753A1 (en) |
| DE (2) | DE10134366A1 (en) |
| IL (1) | IL159852A0 (en) |
| WO (1) | WO2003008386A2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114324672B (en) * | 2022-01-11 | 2022-10-04 | 中国科学院兰州化学物理研究所 | Method for analyzing betaine containing different ethoxy groups |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5931693A (en) * | 1982-08-13 | 1984-02-20 | Kanegafuchi Chem Ind Co Ltd | Preparation of optical active oxazolidinone derivative |
| US4607013A (en) * | 1983-03-18 | 1986-08-19 | Sumitomo Chemical Company, Limited | Biochemical process for optical resolution of cyclopentenolone derivatives |
| DE19751251A1 (en) * | 1997-11-19 | 1999-05-20 | Hoechst Marion Roussel De Gmbh | Substituted imidazolidine derivatives, their manufacture, their use and pharmaceutical preparations containing them |
| DE19821483A1 (en) | 1998-05-14 | 1999-11-18 | Hoechst Marion Roussel De Gmbh | New imidazolidine derivatives useful as leukocyte adhesion and migration inhibitors and/or VLA-4 receptor antagonists for treating E.G. inflammatory and allergic disorders |
| DE19922462A1 (en) * | 1999-05-17 | 2000-11-23 | Aventis Pharma Gmbh | New phenylureidobenzyl-substituted spiro-imidazolidinedione derivatives, are inhibitors of leukocyte adhesion or migration or VLA-4 receptors, useful e.g. for treating inflammatory or allergic disease |
-
2001
- 2001-07-14 DE DE10134366A patent/DE10134366A1/en not_active Withdrawn
-
2002
- 2002-07-06 IL IL15985202A patent/IL159852A0/en unknown
- 2002-07-06 JP JP2003513946A patent/JP4181496B2/en not_active Expired - Fee Related
- 2002-07-06 WO PCT/EP2002/007560 patent/WO2003008386A2/en not_active Ceased
- 2002-07-06 AT AT02754844T patent/ATE384051T1/en not_active IP Right Cessation
- 2002-07-06 EP EP02754844A patent/EP1506177B1/en not_active Expired - Lifetime
- 2002-07-06 CA CA002453753A patent/CA2453753A1/en not_active Abandoned
- 2002-07-06 DE DE60224732T patent/DE60224732T2/en not_active Expired - Lifetime
- 2002-07-12 US US10/193,872 patent/US6908752B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US20030054507A1 (en) | 2003-03-20 |
| EP1506177B1 (en) | 2008-01-16 |
| WO2003008386A2 (en) | 2003-01-30 |
| US6908752B2 (en) | 2005-06-21 |
| EP1506177A2 (en) | 2005-02-16 |
| WO2003008386A3 (en) | 2004-11-18 |
| DE60224732T2 (en) | 2009-01-15 |
| CA2453753A1 (en) | 2003-01-30 |
| JP2005503783A (en) | 2005-02-10 |
| ATE384051T1 (en) | 2008-02-15 |
| DE10134366A1 (en) | 2003-01-23 |
| DE60224732D1 (en) | 2008-03-06 |
| JP4181496B2 (en) | 2008-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW200643014A (en) | Chemical process | |
| SE9904850D0 (en) | Novel process and intermediates | |
| AU2001276808A1 (en) | A crystalline form of celecoxib | |
| WO2008126943A3 (en) | Method for manufacturing neuraminic acid derivatives | |
| CA2436848A1 (en) | Coupling process and intermediates useful for preparing cephalosporins | |
| IL159852A0 (en) | Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivatives | |
| PL360499A1 (en) | Method of manufacture of donepezyl | |
| DE602004020667D1 (en) | Prostaglandinsynthese | |
| DK0717042T3 (en) | Process for the preparation of 1- (4,5-dihydro-2-thiazolyl) -3-azetidine-thiol derivatives | |
| ATE337304T1 (en) | NEW PROCESS FOR PRODUCING A QUINOLOONE CARBOXYLIC ACID | |
| MXPA04000046A (en) | Process for the preparation of the enantiomeric forms of 2-substituted 2-(2,5-dioxoimidazolidin-1-yl)-acetic acid derivatives. | |
| MXPA03011647A (en) | Resolution process for (r)-(-)-2-hydroxy-2-(2-chlorophenyl) acetic acid. | |
| SG120094A1 (en) | Process for the enzymatic preparation of enantiomerically enriched beta-amino acids | |
| DE60233307D1 (en) | PROCESS FOR PREPARING OPTICALLY ACTIVE PROPOXYANILIN DERIVATIVES | |
| MXPA04003086A (en) | A process for the stereoselective synthesis of 2-hydroxymethyl-chromans. | |
| DE602004004767D1 (en) | METHOD OF PREPARING MONOIFLUORATED PYRIDINYL AND PYRIMIDINYL BETA KETOESTERS | |
| ZA200002151B (en) | 1-AZA-2-alkyl-6-aryl-cycloalkane compounds, a process for their preparation and pharmaceutical compositions containing them. | |
| PL378179A1 (en) | Process for preparing substituted imidazole derivatives and intermediates used in the process | |
| AU2613597A (en) | Process for the preparation of chiral, nonracemic(4-aryl-2,5-dioxoimidazolidin-1-yl)acetic acids | |
| DK0837066T3 (en) | Improved process for the preparation of penicillin G phenyl ester | |
| BR0317527A (en) | Chiral compounds derived from hexanoic acid esters, preparation process and intermediates, use for chiral 2- (bromomethyl) 2-ethyl hexanoic acid synthesis | |
| AU2003281038A1 (en) | Process for production of formylcyclopropanecarboxylic esters | |
| ATE254623T1 (en) | VITAMIN D PRECURSOR COMPOUNDS, METHODS AND INTERMEDIARIES FOR THE PRODUCTION THEREOF | |
| DE69815906D1 (en) | Process for the preparation of chloroacetylaminothiazoleacetic acid derivatives | |
| NZ333769A (en) | A process for preparing naphthyridones and azabicyclo(3.1.0)hexane intermediates for the compound trovafloxacin and derivatives thereof |